GB1298508A - Novel tetracyclines - Google Patents
Novel tetracyclinesInfo
- Publication number
- GB1298508A GB1298508A GB27595/70A GB2759570A GB1298508A GB 1298508 A GB1298508 A GB 1298508A GB 27595/70 A GB27595/70 A GB 27595/70A GB 2759570 A GB2759570 A GB 2759570A GB 1298508 A GB1298508 A GB 1298508A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methoxy
- chloro
- octahydro
- dioxo
- butyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/72—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 spiro-condensed with carbocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/56—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
- C07C45/57—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom
- C07C45/59—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom in five-membered rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/757—Unsaturated compounds containing a keto groups being part of a ring containing —CHO groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/30—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D263/34—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D263/36—One oxygen atom
- C07D263/42—One oxygen atom attached in position 5
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1298508 Tetracyclines RESEARCH CORP 8 June 1970 [12 June 1969] 27595/70 Headings C2A and C2C Novel tetracyclines of the formulµ wherein R 1 is H or OH, R 2 is H or halogen, R 3 is H or CH 3 , R 4 is dimethylamino or benzamido, and R 5 is H or C 1-4 alkyl are prepared by condensing azlactones or thiazolones of the formulµ with the appropriate methyl 3-oxoglutaramate, and, if desired hydroxylating the resulting products, converting the benzamido groups present into dimethylamino groups, removing the methoxy group at the 10-position, and the protective group on the amide nitrogen. The following intermediates are prepared: methyl 8 - chloro - 5 - methoxy - 4 - oxo - 1,2,3,4- tetra - hydro - 2 - naphthoate, methyl 8 - chloro- 4,4 - ethylenedioxy - 5 - methoxy - 1,2,3,4- tetrahydro - 2 - naphthoate, 8 - chloro - 4,4- ethylenedioxy - 2 - (2 - hydroxyethyl) - 5 - methoxy - 1,2,3,4 - tetrahydronaphthalene, 8- chloro - 2 - (2 - cyanoethyl) - 4,4 - ethylenedioxy - 5 - methoxy - 1,2,3,4 - tetrahydronaphthalene, 8 - chloro - 2 - (2 - formylethyl)- 5 - methoxy - 4 - oxo - 1,2,3,4 - tetrahydronaphthalene, 4 - [2 - (8 - chloro - 5 - methoxy- 4 - oxo - 2 - naphthyl)ethylidene] - 2 - phenyl- 2 - oxazolin - 5 - one, N - t - butyl - 4 - benzamido - 7 - chloro - 1,4,4a,5,5a,6,11,12a - octahydro - 3,12 - dihydroxy - 10 - methoxy- 1,11 - dioxo - 2 - naphthacenecarboxamide, N- t - butyl - 4 - benzamido - 7 - chloro - 1,4,4a,5,- 5a,6,11,12a - octahydro - 3,12,12a - trihydroxy- 10 - methoxy - 1,11 - dioxo - 2 - naphthacenecarboxamide, N - t - butyl - 4 - amino - 7- chloro - 1,4,4a,5,5a,6,11,12a - octahydro- 3,12,12a - trihydroxy - 10 - methoxy - 1,11- dioxo - 2 - naphthacenecarboxamide hydrochloride, and N - t - butyl - 7 - chloro - 4 - dimethylamino - 1,4,4a,5,5a,6,11,12a - octahydro - 3,12,12a - trihydroxy - 10 - methoxy- 1,11 - dioxo - 2 - naphthacenecarboxamide hydrochloride.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US83268169A | 1969-06-12 | 1969-06-12 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1298508A true GB1298508A (en) | 1972-12-06 |
Family
ID=25262345
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB27595/70A Expired GB1298508A (en) | 1969-06-12 | 1970-06-08 | Novel tetracyclines |
Country Status (11)
Country | Link |
---|---|
AT (1) | AT307392B (en) |
AU (1) | AU1532070A (en) |
BE (1) | BE751830A (en) |
CA (1) | CA926389A (en) |
DE (1) | DE2028705A1 (en) |
ES (1) | ES380657A1 (en) |
FR (1) | FR2052959A1 (en) |
GB (1) | GB1298508A (en) |
LU (1) | LU61109A1 (en) |
NL (1) | NL7008573A (en) |
ZA (1) | ZA704006B (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7825105B2 (en) | 2002-07-12 | 2010-11-02 | Paratek Pharmaceuticals, Inc. | 3, 10, and 12a substituted tetracycline compounds |
-
1970
- 1970-05-20 AU AU15320/70A patent/AU1532070A/en not_active Expired
- 1970-06-08 GB GB27595/70A patent/GB1298508A/en not_active Expired
- 1970-06-10 AT AT523170A patent/AT307392B/en not_active IP Right Cessation
- 1970-06-11 CA CA085240A patent/CA926389A/en not_active Expired
- 1970-06-11 ES ES380657A patent/ES380657A1/en not_active Expired
- 1970-06-11 DE DE19702028705 patent/DE2028705A1/de active Pending
- 1970-06-11 NL NL7008573A patent/NL7008573A/xx unknown
- 1970-06-11 LU LU61109D patent/LU61109A1/xx unknown
- 1970-06-11 FR FR7021532A patent/FR2052959A1/fr not_active Withdrawn
- 1970-06-11 BE BE751830D patent/BE751830A/en unknown
- 1970-06-12 ZA ZA704006A patent/ZA704006B/en unknown
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7825105B2 (en) | 2002-07-12 | 2010-11-02 | Paratek Pharmaceuticals, Inc. | 3, 10, and 12a substituted tetracycline compounds |
KR101089429B1 (en) * | 2002-07-12 | 2011-12-07 | 파라테크 파마슈티컬스, 인크. | 3, 10, AND 12a SUBSTITUTED TETRACYCLINE COMPOUNDS |
US8481513B2 (en) | 2002-07-12 | 2013-07-09 | Paratek Pharmaceuticals, Inc. | 3, 10, and 12a substituted tetracycline compounds |
Also Published As
Publication number | Publication date |
---|---|
BE751830A (en) | 1970-11-16 |
DE2028705A1 (en) | 1972-02-17 |
FR2052959A1 (en) | 1971-04-16 |
ES380657A1 (en) | 1972-10-16 |
ZA704006B (en) | 1971-01-27 |
AT307392B (en) | 1973-05-25 |
LU61109A1 (en) | 1970-08-12 |
CA926389A (en) | 1973-05-15 |
AU1532070A (en) | 1971-12-09 |
NL7008573A (en) | 1970-12-15 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PLNP | Patent lapsed through nonpayment of renewal fees |